30,689

Windham County, VT Homes

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  • /2

    $250,000 Sold Jul 25, 2025

    373 Brookline Rd, Athens, VT 05143

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $278/SF
    • 9 Days On Market

    Current Estimated Value $242,816

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    373 Brookline Rd, Athens, VT 05143
    • /28

      Est $397,996 Not Listed For Sale

      2599 Route 100, Wardsboro, VT 05355

      • 3 Beds
      • 1.5 Baths
      • 1,052 Sq Ft
      • Built 2005
      2599 Route 100, Wardsboro, VT 05355

      Last Sold Summary

      • 3% Below List Price
      • $390/SF
      • 26 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  • /39

    $350,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft

    230 Three Dog Ln, Westminster, VT 05346

    Nature-Lover’s Retreat | Country Contemporary with Pond Views & Rustic Charm, tucked away on a shared private road and surrounded by serene natural beauty, this home offers a warm and inviting escape from the everyday. Once a charming guest house to a neighboring estate, this multi-level residence is now ready to welcome a new family into its cozy, character-rich spaces. Inside, you'll find 4

    Heidi Bernier Berkley & Veller Greenwood Country

    230 Three Dog Ln, Westminster, VT 05346
  • /41

    $545,000 Sold Jul 18, 2025

    441 Guilford St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $222/SF
    • 48 Days On Market

    Current Estimated Value $604,010

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    441 Guilford St, Brattleboro, VT 05301
    • /33

      Est $592,239 Not Listed For Sale

      456 Bills Rd, Wardsboro, VT 05355

      • 5 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1965
      456 Bills Rd, Wardsboro, VT 05355

      Last Sold Summary

      • 1% Below List Price
      • $250/SF
      • 9 Days On Market

      Last Sold Price $599,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /31

    $879,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • /44

    $405,000 Sold Jul 28, 2025

    156 Sherwood Cir, Brattleboro, VT 05301

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft
    • Built 1998

    Last Sold Summary

    • 8% Above List Price
    • $190/SF
    • 33 Days On Market

    Current Estimated Value $406,752

    Last Listing Agent Fine Homes Group International Keller Williams Realty-Metropolitan

    156 Sherwood Cir, Brattleboro, VT 05301
    • /42

      Est $337,314 Not Listed For Sale

      104 Main St, Wardsboro, VT 05355

      • 4 Beds
      • 1 Bath
      • 2,008 Sq Ft
      • Built 1860
      104 Main St, Wardsboro, VT 05355

      Last Sold Summary

      • 23% Above List Price
      • $137/SF
      • 73 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /35

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 5,110 Sq Ft

    14 Tarheel Trail, Wilmington, VT 05363

    This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from

    Adam Palmiter Berkley & Veller Greenwood/Dover

    14 Tarheel Trail, Wilmington, VT 05363
  • /14

    $65,000 Sold Jul 11, 2025

    4 Brookwood Dr, West Brattleboro, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $70/SF
    • 70 Days On Market

    Last Listing Agent Cassandra Ehrlich BHG Masiello Brattleboro

    4 Brookwood Dr, West Brattleboro, VT 05301
    • /13

      Est $130,667 Not Listed For Sale

      70 Broad Brook Rd, Vernon, VT 05354

      • 3 Beds
      • Built 1995
      70 Broad Brook Rd, Vernon, VT 05354

      Last Sold Summary

      • 5% Above List Price
      • $117/SF
      • 2 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /40

    $1,695,000

    • 7 Beds
    • 7.5 Baths
    • 8,364 Sq Ft

    251 Pratt Bridge Rd, Jamaica, VT 05343

    Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An

    TG Glazer Winhall Real Estate

    251 Pratt Bridge Rd, Jamaica, VT 05343
  • /33

    $377,840 Sold Aug 19, 2025

    111 Bonnyvale Rd, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $246/SF
    • 103 Days On Market

    Current Estimated Value $430,659

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    111 Bonnyvale Rd, Brattleboro, VT 05301
    • /35

      Est $300,850 Not Listed For Sale

      63 Washburn Way, Vernon, VT 05354

      • 4 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1990
      63 Washburn Way, Vernon, VT 05354

      Last Sold Summary

      • 11% Above List Price
      • $234/SF
      • 6 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Kerry Mulverhill

  • /16

    $22,000

    • 1 Bath
    • 407 Sq Ft

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356

    Quarter share (deeded interval 4) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 121) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    121 Qtr 4 89 Grand Summit Way Unit 121, Dover, VT 05356
  • /39

    $535,000 Sold Aug 14, 2025

    408 Dover Rd, South Newfane, VT 05351

    • 3 Beds
    • 3 Baths
    • 2,364 Sq Ft
    • Built 1795

    Last Sold Summary

    • 2% Above List Price
    • $226/SF
    • 23 Days On Market

    Current Estimated Value $546,747

    Last Listing Agent David Brown

    408 Dover Rd, South Newfane, VT 05351
    • /39

      Est $467,257 Not Listed For Sale

      131 Woodland Rd, Vernon, VT 05354

      • 3 Beds
      • 2.5 Baths
      • 2,195 Sq Ft
      • Built 1997
      131 Woodland Rd, Vernon, VT 05354

      Last Sold Summary

      • 7% Below List Price
      • $228/SF
      • 8 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /18

    $1,145,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    80 Banning Rd, Putney, VT 05346

    Rare offering on Putney Mountain! Spectacular house site with new foundation and great Southern exposure awaits your vision! Includes four bedroom septic system, and drilled well. Create your new home with the included framing lumber and your team of craftsmen. House is sited in a private location, yet is accessible to the town road via an easily maintained level driveway. Additional

    David White OwnerEntry.com

    80 Banning Rd, Putney, VT 05346
  • /4

    $232,500 Sold Sep 18, 2025

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

    • Land
    • 1.57 Acres
    • $148,089 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 238 Days On Market

    Last Listing Agent Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    • /40

      Est $455,808 Not Listed For Sale

      19 Southern Heights Dr, Vernon, VT 05354

      • 3 Beds
      • 3 Baths
      • 3,551 Sq Ft
      • Built 1988
      19 Southern Heights Dr, Vernon, VT 05354

      Last Sold Summary

      • $128/SF
      • 119 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Victoria Woods Brattleboro Area Realty

  • /13

    $298,000 Pending

    • Land
    • 133 Acres
    • $2,241 per Acre

    0 Ellen Ware Rd, Townshend, VT 05353

    The location is prime; the serenity of the water and the woods, on a sparsely traveled road but also, direct access to Rte 30 and walking distance to the grocery store. You might choose to have your house site elevated, overlooking the West River and the neighboring horse pasture, or you could build right on Rte 30, or even operate a commercial business on Rte 30. There is no zoning in

    Victoria Woods Brattleboro Area Realty

    0 Ellen Ware Rd, Townshend, VT 05353
  • /58

    $475,000 Sold Oct 10, 2025

    1923 N Hill Rd, Chester, VT 05143

    • 5 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 6 Days On Market

    Last Listing Agent Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1923 N Hill Rd, Chester, VT 05143
    • /40

      Not Listed For Sale

      86 Silver Ln, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 2,139 Sq Ft
      • Built 1973
      86 Silver Ln, Vernon, VT 05354

      Last Sold Summary

      • $157/SF
      • 87 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Kerry Mulverhill

  • /48

    $32,000

    • 1 Bed
    • 2 Baths
    • 846 Sq Ft

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit comfortably sleeps 8 and features 2 full baths, a kitchen/dining area, and stunning valley views. Unit 226 is a

    Donna Brown Skihome Realty

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
  • /60

    $235,000 Sold Aug 29, 2025

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 32 Days On Market

    Current Estimated Value $233,621

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    • /30

      Est $442,106 Not Listed For Sale

      8 Shirley Dr, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 2,482 Sq Ft
      • Built 1979
      8 Shirley Dr, Vernon, VT 05354

      Last Sold Summary

      • 7% Above List Price
      • $167/SF
      • 6 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Teddy Kramer Berkley & Veller Greenwood Country

  • /12

    $325,000

    • Land
    • 3.42 Acres
    • $95,029 per Acre

    2366 Middletown Rd, Landgrove, VT 05148

    This property is within walking distance to the village of Londonderry and overlooks the town from its location approximately 500 paces up the hill on Middletown Road. The lot encompasses a hill that gives it privacy and security. Spring water flows to the base of the hill at one end of the propertyThe village commercial zoning gives the site options for multiple residential units (condos?),

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    2366 Middletown Rd, Landgrove, VT 05148
  • /26

    $207,000 Sold May 27, 2025

    9 Garden Dr, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Above List Price
    • $137/SF
    • 28 Days On Market

    Current Estimated Value $222,323

    Last Listing Agent Sue Beaudet EXP Realty

    9 Garden Dr, Brattleboro, VT 05301
    • /40

      Est $679,301 Not Listed For Sale

      116 Lily Pond Rd, Vernon, VT 05354

      • 4 Beds
      • 2 Baths
      • 2,273 Sq Ft
      • Built 1855
      116 Lily Pond Rd, Vernon, VT 05354

      Last Sold Summary

      • 51% Above List Price
      • $198/SF
      • 11 Days On Market

      Last Sold Price $449,000

      Last Listing Agent Laura D'Angelo Berkley & Veller Greenwood Country

  • /38

    $1,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    4427 W Hill Rd S, Jamaica, VT 05343

    One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

    Carrie Mathews Winhall Real Estate

    4427 W Hill Rd S, Jamaica, VT 05343
  • /60

    $319,000 Sold Jun 27, 2025

    6 Bunny Ln Unit (391), Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $266/SF
    • 120 Days On Market

    Current Estimated Value $337,332

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    6 Bunny Ln Unit (391), Wilmington, VT 05363
    • /35

      Est $294,025 Not Listed For Sale

      672 Hucklehill Rd, Vernon, VT 05354

      • 3 Beds
      • 1 Bath
      • 1,909 Sq Ft
      • Built 1860
      672 Hucklehill Rd, Vernon, VT 05354

      Last Sold Summary

      • 2% Above List Price
      • $151/SF
      • 153 Days On Market

      Last Sold Price $289,000

      Last Listing Agent Kerry Mulverhill

  • /32

    $1,697,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    197 Lake Raponda Rd, Wilmington, VT 05363

    This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

    Adam Palmiter Berkley & Veller Greenwood/Dover

    197 Lake Raponda Rd, Wilmington, VT 05363
  • /2

    $345,000 Sold Oct 07, 2025

    154 Reed Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $308/SF
    • 10 Days On Market

    Current Estimated Value $241,677

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    154 Reed Rd, Chester, VT 05143
    • /60

      Est $489,282 Not Listed For Sale

      434 Scott Rd, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 1,856 Sq Ft
      • Built 1997
      434 Scott Rd, Vernon, VT 05354

      Last Sold Summary

      • 2% Below List Price
      • $269/SF
      • 6 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Kerry Mulverhill

  • /24

    $20,000

    • 1 Bed
    • 2 Baths
    • 840 Sq Ft

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
  • /46

    $449,999 Sold Jun 16, 2025

    1448 Cyrus Rd, Whitingham, VT 05361

    • 3 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • Built 1978

    Last Sold Summary

    • $313/SF
    • 15 Days On Market

    Current Estimated Value $448,645

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    1448 Cyrus Rd, Whitingham, VT 05361
    • /34

      Est $424,500 Not Listed For Sale

      458 Hazel Hill Rd, Townshend, VT 05353

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1987
      458 Hazel Hill Rd, Townshend, VT 05353

      Last Sold Summary

      • 6% Below List Price
      • $208/SF
      • 9 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /19

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

    Owner open to offers. This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions

    Adam Palmiter Berkley & Veller Greenwood/Dover

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
  • /20

    $361,589 Sold Oct 30, 2025

    43 Bear Lair Ln, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $314/SF
    • 85 Days On Market

    Current Estimated Value $391,402

    Last Listing Agent Jim Bellville Bellville Realty

    43 Bear Lair Ln, Wilmington, VT 05363

Showing Results 441 - 480, Page 12 of 18

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